(1-Aza-bicyclo[2.2.2]oct-2-yl)-(5-bromo-2-methoxy-phenyl)-(4-methoxy-phenyl)-methanol

ID: ALA4524061

PubChem CID: 101835608

Max Phase: Preclinical

Molecular Formula: C22H26BrNO3

Molecular Weight: 432.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc([C@](O)(c2cc(Br)ccc2OC)C2CC3CCN2CC3)cc1

Standard InChI:  InChI=1S/C22H26BrNO3/c1-26-18-6-3-16(4-7-18)22(25,19-14-17(23)5-8-20(19)27-2)21-13-15-9-11-24(21)12-10-15/h3-8,14-15,21,25H,9-13H2,1-2H3/t21?,22-/m0/s1

Standard InChI Key:  SEUWOKOSLCVQIM-KEKNWZKVSA-N

Molfile:  

     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
    2.8395   -0.3840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4270   -1.0985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5540   -0.7965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2685   -0.3840    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2520    0.3304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6020   -1.0985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8395   -1.8130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5540   -1.6215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1310   -0.9340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9829   -0.7965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1251    0.0285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1895   -1.8130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0770    0.3304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8395    1.0449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4270   -2.5275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2685   -2.0340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0770    1.7594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6020   -2.5275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1310   -1.4840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9829   -1.6215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2520    1.7594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4895    1.0449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8395   -3.2419    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.1895   -0.3840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4895    2.4738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3645   -0.3840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0770    3.1883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  3  1  0
  5  1  1  0
  6  2  2  0
  7  2  1  0
  8  3  1  0
 10  4  1  0
  1 11  1  6
 12  6  1  0
 13  5  1  0
 14  5  2  0
 15  7  2  0
 16  8  1  0
 17 21  2  0
 18 15  1  0
 16 19  1  0
 20 16  1  0
 21 14  1  0
 22 13  2  0
 23 15  1  0
 24  6  1  0
 25 17  1  0
 26 24  1  0
 27 25  1  0
 17 22  1  0
 10 20  1  0
  9 19  1  0
 18 12  2  0
  4  9  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4524061

   (S)-1-azabicyclo[2.2.2]octan-2-yl-(5-bromo-2-methoxyphenyl)-(4-methoxyphenyl)methanol

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 432.36

Molecular Weight (Monoisotopic): 431.1096

AlogP: 4.19

#Rotatable Bonds: 5

Polar Surface Area: 41.93

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.63

CX Basic pKa: 7.67

CX LogP: 3.97

CX LogD: 3.52

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.77

Np Likeness Score: -0.16

References

1. Nelson PH, Strosberg AM, Untch KG..  (1980)  Mono- and diaryl-2-quinuclidinylcarbinols with local anesthetic and antiarrhythmic activity.,  23  (2): [PMID:7359531] [10.1021/jm00176a014]

Source

Source(1):

• Scientific Literature